Theatre District Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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Top Holiday Package Deals in Theatre District

Price found within the past 48 hours. Click for updated prices.
Cambridge Common House

Cambridge Common House

4 out of 5
West Cambridge
Price was CA $1,418, price is now CA $1,022 per person
CA $1,022
per person
Jul 23 - Jul 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
No reviews
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $4,498, price is now CA $2,833 per person
CA $2,833
per person
Jul 13 - Jul 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Very nice hotel. Clean, great staff!

Reviewed on Apr 22, 2026

The Godfrey Hotel Boston

The Godfrey Hotel Boston

4 out of 5
Downtown Boston
Price was CA $1,921, price is now CA $1,306 per person
CA $1,306
per person
Jul 13 - Jul 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (4,984 reviews)
Very solid downtown hotel. Staff was great. Nice property. Clean.

Reviewed on Apr 27, 2026

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Price was CA $4,442, price is now CA $3,039 per person
CA $3,039
per person
Jun 18 - Jun 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (253 reviews)
The photos doesn’t give this place justice.

Reviewed on Mar 24, 2026

The Atlas Hotel

The Atlas Hotel

4.5 out of 5
Allston
Price was CA $1,495, price is now CA $1,053 per person
CA $1,053
per person
Jul 1 - Jul 5
found 2 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (33 reviews)
Great stay Lovely rooms

Reviewed on Apr 26, 2026

Where to stay in Theatre District

Find the best Theatre District areas and neighborhoods for the activities you enjoy most. Learn more about Theatre District
Downtown Boston

Downtown Boston

4.5/5(197 area reviews)

Densely packed with highrise buildings, this area boasts landmarks like Custom House Tower and is close to Quincy Market, Faneuil Hall, and the Old State House. Find headquarters of major banks, hotels, and investment firms here.

Find hotels in Downtown Boston

Theatre District Hotel Deals

Hotel Ivy Boston Common

Hotel Ivy Boston Common

2.5 out of 5
78 Charles Street South Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $260 per night from May 10 to May 11
CA $260
CA $303 total
May 10 - May 11
includes taxes & fees
8.4/10 Very Good! (1,430 reviews)
Charming and quiet

Reviewed on Apr 27, 2026

Hotel Ivy Boston Common
Courtyard by Marriott Boston Downtown

Courtyard by Marriott Boston Downtown

3.5 out of 5
275 Tremont St Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $267 per night from May 10 to May 11
CA $267
CA $310 total
May 10 - May 11
includes taxes & fees
8.6/10 Excellent! (1,038 reviews)
Jorge in the hotel restaurant was the best part of my stay. He was kind, patient and really went above and beyond to provide a positive experience.

Reviewed on Apr 27, 2026

Courtyard by Marriott Boston Downtown
HI Boston - Hostel

HI Boston - Hostel

2 out of 5
19 Stuart Street Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $260 per night from Apr 30 to May 1
CA $260
CA $302 total
Apr 30 - May 1
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
I love it

Reviewed on Apr 27, 2026

HI Boston - Hostel
See all 4,193 properties in Theatre District
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

How much does a Theatre District vacation package cost?
Perhaps much less than you think — from a low CA $1,022, actually! By combining flights, hotels and car rentals into your own custom-made vacation package, your trip to Theatre District is just a few clicks away.
How do I get a cheap travel package to Theatre District?
Our Theatre District vacation packages mean plenty of savings for the savvy explorer. For the best deals, simply combine your flights, hotels and extras (including tours) into a handy package. But great bargains are just the beginning of your next unforgettable adventure. When you book with Expedia, and you'll have over 550 air carriers and 1,000,000 hotel options around the world to choose from. Whatever your style or budget, there's a package to suit you.
Where should I stay in Theatre District?
Visitors come from all over the world to see Fenway Park and TD Garden in Theatre District. Book a hotel within a stone's throw of these fantastic attractions and visit them whenever you please.
What are the top hotels in Theatre District?
Reserve a room at Warr18 - 1/1 · Simple 1bedroom Steps To Boston Common And South End. It's one of this area's most popular hotels. Another top option in Theatre District is Moxy Boston Downtown, a Marriott Hotel.
How far in advance should I book my Theatre District vacation?
It all depends on the air carrier, but you can generally browse through international flights on Expedia up to a year in advance. While it's generally a good idea to book ahead of time, lucky customers occasionally find a cheaper ticket only weeks before the date of departure.
What does an Expedia Theatre District travel package include?
Packages include flights, rental cars and hotels, but you can combine any of them to create your ideal Theatre District getaway. You can also add on activities and experiences once you've made your booking. You're the boss! When you combine your bookings with Expedia, you'll enjoy discounts you won't find elsewhere.
What should I know before booking a Theatre District travel package?
A travel package can be cheaper than separately booking all you need for your escape. For example, bundle your hotels, flights and rental cars and save a packet. No matter your vacation plans, you'll find a package that best suits your budget.
Can I choose my airline with a Theatre District Expedia vacation package?
Expedia has access to more than 550 partner airlines globally, so you definitely can. Just choose the carrier you want and create the perfect Theatre District getaway.
If I'm not able to travel, can I cancel my Theatre District vacation package?
You sure can, and we're here to help. You may be able to cancel or amend your Theatre District vacation package for free within 24 hours of booking. However, you may be charged a fee by your airline, hotel or car rental company if you booked more than 24 hours ago. If life throws you a curveball, browse our Customer Service Portal for further information.

Discover the most popular places to visit in Theatre District

Citizens Opera House

Citizens Opera House

Admire the old-world craftsmanship of this vaudeville-era reconstruction while you enjoy a performance in opera, theater or dance.

Citizens Opera House

Things to do

Boston Hop-On Hop-Off Trolley Tour

Boston Old Town Trolley Hop-on Hop-Off City Tour

CA $79
per adult
90% of travellers recommend
Boston Old Town Trolley Hop-on Hop-Off City Tour
View Boston Observation Deck Admission Tickets

View Boston Observation Deck Admission Tickets

CA $47
per adult
88% of travellers recommend
View Boston Observation Deck Admission Tickets
Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

CA $116
per adult
92% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
See all activities in Boston
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.